Broken Shaker is a rooftop bar, but it isn’t a place where you’ll have to shout over loud music while someone spills a vodka Red Bull on your new shoes. It gets packed, sure - but it feels less like a typical rooftop bar and more like a house party in a nice, beach-themed apartment that you somehow got invited to. It’s on top of the Freehand Hotel on Lexington Ave, and there’s a big indoor space with plenty of tables and bars on either side, as well as a large wraparound terrace with even more tables. You can either sit and order food (like a burger with yucca fries and a tray of uni), or you can just grab a drink at one of the bars and enjoy the views. That said, you should get here early, or mentally prepare for a long wait. The good news is, it’s worth it.
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Upland used to be one of our favorite spots in the city, but now it’s mostly just a useful place to have a nice, somewhat boring meal in Flatiron.
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The NoMad Bar
Thanks to the prices, this casual(ish) bar in The NoMad hotel probably isn’t a place that you can afford to visit often. But when you do, eat dessert.
Boulton & Watt
Boulton & Watt is a solid neighborhood hang with average bar food and some TVs for sports viewing purposes. Adjust expectations accordingly.
The Penrose is one of several Upper East Side restaurants that are making this neighborhood sort of cool again. Sort of.
Suggested by our writers
Simon & The Whale
Simon and The Whale is the main restaurant at the Freehand Hotel, and it’s the sort of place where you can eat great food and run into an ex.
Rooftop Reds is a reservation-only rooftop wine bar in the Brooklyn Navy Yard with hammocks and cornhole.
The Rooftop At The Jane
The Rooftop at The Jane closes early for a bar (10 p.m., usually), but it’s a great low-key spot for outdoor drinks near the Meatpacking District.
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